JPH0586391B2 - - Google Patents

Info

Publication number
JPH0586391B2
JPH0586391B2 JP84243142A JP24314284A JPH0586391B2 JP H0586391 B2 JPH0586391 B2 JP H0586391B2 JP 84243142 A JP84243142 A JP 84243142A JP 24314284 A JP24314284 A JP 24314284A JP H0586391 B2 JPH0586391 B2 JP H0586391B2
Authority
JP
Japan
Prior art keywords
carbon atoms
alkyl
formula
imidazo
quinoline
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP84243142A
Other languages
English (en)
Japanese (ja)
Other versions
JPS60123488A (ja
Inventor
Efu Gaasutaa Jon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Riker Laboratories Inc
Original Assignee
Riker Laboratories Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Riker Laboratories Inc filed Critical Riker Laboratories Inc
Publication of JPS60123488A publication Critical patent/JPS60123488A/ja
Publication of JPH0586391B2 publication Critical patent/JPH0586391B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Water Treatments (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Alarm Systems (AREA)
  • Quinoline Compounds (AREA)
  • Luminescent Compositions (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Lubricants (AREA)
JP59243142A 1983-11-18 1984-11-17 １ｈ‐イミダゾ〔４，５‐ｃ〕キノリン類および１ｈ‐イミダゾ〔４，５‐ｃ〕キノリン‐４‐アミン類 Granted JPS60123488A (ja)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US55315883A 1983-11-18 1983-11-18
US55315783A 1983-11-18 1983-11-18
US553157 1983-11-18
US553158 1983-11-18

Publications (2)

Publication Number Publication Date
JPS60123488A JPS60123488A (ja) 1985-07-02
JPH0586391B2 true JPH0586391B2 (enrdf_load_html_response) 1993-12-10

Family

ID=27070262

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59243142A Granted JPS60123488A (ja) 1983-11-18 1984-11-17 １ｈ‐イミダゾ〔４，５‐ｃ〕キノリン類および１ｈ‐イミダゾ〔４，５‐ｃ〕キノリン‐４‐アミン類

Country Status (15)

Country Link
EP (2) EP0310950B1 (enrdf_load_html_response)
JP (1) JPS60123488A (enrdf_load_html_response)
KR (1) KR900005657B1 (enrdf_load_html_response)
AT (2) ATE49763T1 (enrdf_load_html_response)
AU (2) AU581190B2 (enrdf_load_html_response)
CA (1) CA1271477A (enrdf_load_html_response)
DE (3) DE3481124D1 (enrdf_load_html_response)
DK (6) DK164280C (enrdf_load_html_response)
ES (1) ES537677A0 (enrdf_load_html_response)
IE (1) IE57874B1 (enrdf_load_html_response)
IL (2) IL84537A (enrdf_load_html_response)
NL (2) NL980043I1 (enrdf_load_html_response)
NO (7) NO163819C (enrdf_load_html_response)
NZ (1) NZ210228A (enrdf_load_html_response)
PH (1) PH22338A (enrdf_load_html_response)

Families Citing this family (74)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1306260C (en) * 1985-10-18 1992-08-11 Shionogi & Co., Ltd. Condensed imidazopyridine derivatives
US4942168A (en) * 1987-07-13 1990-07-17 Hoechst-Roussel Pharmaceuticals Inc. Hydroxyquinoline amines, and method of enhancing memory in mammals
CA1335996C (en) * 1988-02-16 1995-06-20 Susumu Takada 2-substituted carbonylimidazo¬4,5-c|quinolines
EP0361489A3 (en) * 1988-09-30 1991-06-12 Chugai Seiyaku Kabushiki Kaisha Novel 3,4-diaminoquinoline and pyridine compounds
ES2094141T3 (es) * 1989-02-27 1997-01-16 Riker Laboratories Inc 1h-imidazo(4,5-c)quinolin-4-aminas como antivirales.
US4994468A (en) * 1989-03-07 1991-02-19 Kyowa Hakko Kogyo Co., Ltd. Imidazoquinolone derivatives
US4929624A (en) * 1989-03-23 1990-05-29 Minnesota Mining And Manufacturing Company Olefinic 1H-imidazo(4,5-c)quinolin-4-amines
CA2021338C (en) * 1989-07-18 1996-07-16 Fumio Suzuki Imidazoquinolone derivatives
US4988815A (en) * 1989-10-26 1991-01-29 Riker Laboratories, Inc. 3-Amino or 3-nitro quinoline compounds which are intermediates in preparing 1H-imidazo[4,5-c]quinolines
FR2654021B1 (fr) * 1989-11-07 1992-02-28 Simond Jacques Procede de vitrification de cendres volantes et dispositif pour sa mise en óoeuvre.
GB8928281D0 (en) * 1989-12-14 1990-02-21 Smith Kline French Lab Compounds
DK0459505T3 (da) * 1990-06-01 1996-11-18 Kyowa Hakko Kogyo Kk Imidazonaphthyridinderivater
UA32546C2 (uk) * 1991-03-01 2001-02-15 Міннесота Майнінг Енд Мен'Юфекчурінг Компані 1,2-заміщені 1н-імідазо[4,5-с]хінолін-4-аміни, проміжні сполуки для їх синтезу, антивірусна фармацевтична композиція, спосіб лікування інфікованих ссавців, спосіб індукування біосинтезу інтерферону у ссавців, спосіб уповільнення росту бластом
US5266575A (en) * 1991-11-06 1993-11-30 Minnesota Mining And Manufacturing Company 2-ethyl 1H-imidazo[4,5-ciquinolin-4-amines
IL105325A (en) * 1992-04-16 1996-11-14 Minnesota Mining & Mfg Immunogen/vaccine adjuvant composition
US5395937A (en) * 1993-01-29 1995-03-07 Minnesota Mining And Manufacturing Company Process for preparing quinoline amines
US5693811A (en) * 1996-06-21 1997-12-02 Minnesota Mining And Manufacturing Company Process for preparing tetrahdroimidazoquinolinamines
WO1998030562A1 (fr) * 1997-01-09 1998-07-16 Terumo Kabushiki Kaisha Nouveaux derives d'amide et intermediaires utilises pour leur synthese
JPH10298181A (ja) * 1997-04-25 1998-11-10 Sumitomo Pharmaceut Co Ltd タイプ２ヘルパーｔ細胞選択的免疫応答抑制剤
JP2000119271A (ja) * 1998-08-12 2000-04-25 Hokuriku Seiyaku Co Ltd １ｈ―イミダゾピリジン誘導体
UA75622C2 (en) * 2000-12-08 2006-05-15 3M Innovative Properties Co Aryl ether substituted imidazoquinolines, pharmaceutical composition based thereon
US7253199B2 (en) * 2001-10-23 2007-08-07 Applied Research Systems Ars Holding N.V. Azole derivatives and pharmaceutical compositions containing them
GB0211649D0 (en) * 2002-05-21 2002-07-03 Novartis Ag Organic compounds
US6852861B2 (en) 2002-07-23 2005-02-08 Biogal Gyogyszergyar Rt. Preparation of 1H-imidazo [4,5-C] quinolin-4-amines via 1H-imidazo [4,5-C] quinolin-4-phthalimide intermediates
WO2004011462A1 (en) 2002-07-26 2004-02-05 Biogal Gyogyszergyar Rt. Preparation of 1h-imidazo [4,5-c] quinolin-4-amines via novel 1h-imidazo [4,5-c] quinolin-4-cyano and 1h-imidazo [4,5-c] quinolin-4-carboxamide intermediates
WO2005018556A2 (en) 2003-08-12 2005-03-03 3M Innovative Properties Company Hydroxylamine substituted imidazo-containing compounds
AU2004268625B2 (en) * 2003-08-27 2011-03-31 3M Innovative Properties Company Aryloxy and arylalkyleneoxy substituted imidazoquinolines
CA2537763A1 (en) 2003-09-05 2005-03-17 3M Innovative Properties Company Treatment for cd5+ b cell lymphoma
WO2005033049A2 (en) 2003-10-01 2005-04-14 Taro Pharmaceuticals U.S.A., Inc. METHOD OF PREPARING 4-AMINO-1H-IMIDAZO(4,5-c)QUINOLINES AND ACID ADDITION SALTS THEREOF
US7544697B2 (en) 2003-10-03 2009-06-09 Coley Pharmaceutical Group, Inc. Pyrazolopyridines and analogs thereof
AR046046A1 (es) * 2003-10-03 2005-11-23 3M Innovative Properties Co Imidazoquinolinas alcoxi sustituidas. composiciones farmaceuticas.
ITMI20032121A1 (it) * 2003-11-04 2005-05-05 Dinamite Dipharma Spa In Forma Abbr Eviata Dipharm Procedimento per la preparazione di imiquimod e suoi intermedi
WO2005048933A2 (en) 2003-11-14 2005-06-02 3M Innovative Properties Company Oxime substituted imidazo ring compounds
WO2005048945A2 (en) 2003-11-14 2005-06-02 3M Innovative Properties Company Hydroxylamine substituted imidazo ring compounds
WO2005051317A2 (en) 2003-11-25 2005-06-09 3M Innovative Properties Company Substituted imidazo ring systems and methods
EP1701955A1 (en) 2003-12-29 2006-09-20 3M Innovative Properties Company Arylalkenyl and arylalkynyl substituted imidazoquinolines
US8735421B2 (en) 2003-12-30 2014-05-27 3M Innovative Properties Company Imidazoquinolinyl sulfonamides
CA2559863A1 (en) 2004-03-24 2005-10-13 3M Innovative Properties Company Amide substituted imidazopyridines, imidazoquinolines, and imidazonaphthyridines
US8017779B2 (en) 2004-06-15 2011-09-13 3M Innovative Properties Company Nitrogen containing heterocyclyl substituted imidazoquinolines and imidazonaphthyridines
WO2006038923A2 (en) 2004-06-18 2006-04-13 3M Innovative Properties Company Aryl substituted imidazonaphthyridines
WO2006009826A1 (en) 2004-06-18 2006-01-26 3M Innovative Properties Company Aryloxy and arylalkyleneoxy substituted thiazoloquinolines and thiazolonaphthyridines
WO2006065280A2 (en) 2004-06-18 2006-06-22 3M Innovative Properties Company Isoxazole, dihydroisoxazole, and oxadiazole substituted imidazo ring compounds and methods
EP1831221B1 (en) 2004-12-30 2012-08-08 3M Innovative Properties Company Substituted chiral fused 1,2 imidazo 4,5-c ring compounds
AU2005322898B2 (en) 2004-12-30 2011-11-24 3M Innovative Properties Company Chiral fused (1,2)imidazo(4,5-c) ring compounds
JP2008530022A (ja) 2005-02-04 2008-08-07 コーリー ファーマシューティカル グループ，インコーポレイテッド 免疫反応調節物質を含む水性ゲル処方物
JP2008530113A (ja) 2005-02-11 2008-08-07 コーリー ファーマシューティカル グループ，インコーポレイテッド オキシムおよびヒドロキシラミン置換イミダゾ［４，５−ｃ］環化合物および方法
CA2602590A1 (en) 2005-04-01 2006-10-12 Coley Pharmaceutical Group, Inc. 1-substituted pyrazolo (3,4-c) ring compounds as modulators of cytokine biosynthesis for the treatment of viral infections and neoplastic diseases
CA2602683A1 (en) 2005-04-01 2006-10-12 Coley Pharmaceutical Group, Inc. Pyrazolopyridine-1,4-diamines and analogs thereof
WO2007024707A2 (en) 2005-08-22 2007-03-01 The Regents Of The University Of California Tlr agonists
EP2029597A4 (en) 2006-05-31 2011-11-23 Univ California purine analogs
WO2008008432A2 (en) 2006-07-12 2008-01-17 Coley Pharmaceutical Group, Inc. Substituted chiral fused( 1,2) imidazo (4,5-c) ring compounds and methods
PT2510946E (pt) 2007-02-07 2015-11-23 Univ California Conjugados de agonistas sintéticos de tlr e suas utilizações
EP2009002A1 (en) * 2007-06-21 2008-12-31 Institut National De La Sante Et De La Recherche Medicale (Inserm) New process for the manufacture of 1H-imidazo [4,5-c]-quinoline ring systems
WO2010088924A1 (en) 2009-02-06 2010-08-12 Telormedix Sa Pharmaceutical compositions comprising imidazoquinolin(amines) and derivatives thereof suitable for local administration
BRPI1008383A2 (pt) 2009-02-11 2016-02-23 Univ California composto, composição farmacêutica, método para prevenir, inibir ou tratar uma condição, e, uso de um composto
ES2617451T3 (es) 2010-08-17 2017-06-19 3M Innovative Properties Company Composiciones lipidadas de compuestos modificadores de la respuesta inmunitaria, formulaciones, y métodos
US8728486B2 (en) 2011-05-18 2014-05-20 University Of Kansas Toll-like receptor-7 and -8 modulatory 1H imidazoquinoline derived compounds
IN2014KN00948A (enrdf_load_html_response) * 2011-10-04 2015-08-21 Janus Biotherapeutics Inc
CA3102531A1 (en) 2013-02-01 2014-08-07 Wellstat Therapeutics Corporation Substituted quinazolin-4-amine compounds and pharmaceutical compositions thereof having anti-inflammatory, antifungal, antiparasitic and anticancer activity
AU2014230017A1 (en) * 2013-03-15 2015-09-17 Syngenta Participations Ag Microbicidally active imidazopyridine derivatives
ES2538880B1 (es) * 2013-12-24 2016-09-08 Laboratorios Viñas S.A. Un procedimiento para obtener 4-amino-1-isobutil-1H-imidazo[4,5-c]quinoleína
EP3092256B1 (en) 2014-01-10 2022-05-18 Birdie Biopharmaceuticals Inc. Compounds and compositions for immunotherapy
ES2910446T3 (es) 2014-07-09 2022-05-12 Birdie Biopharmaceuticals Inc Combinaciones anti-PD-L1 para tratar tumores
CN108137586B (zh) * 2015-09-14 2021-04-13 辉瑞大药厂 作为LRRK2抑制剂的新颖咪唑并[4,5-c]喹啉和咪唑并[4,5-c][1,5]萘啶衍生物
CN106943597A (zh) 2016-01-07 2017-07-14 博笛生物科技（北京）有限公司 用于治疗肿瘤的抗-egfr组合
CN115554406A (zh) 2016-01-07 2023-01-03 博笛生物科技有限公司 用于治疗肿瘤的抗-cd20组合
WO2017184735A1 (en) * 2016-04-19 2017-10-26 Ifm Therapeutics, Inc Nlrp3 modulators
SG11201809082WA (en) 2016-04-19 2018-11-29 Innate Tumor Immunity Inc Nlrp3 modulators
US11697851B2 (en) 2016-05-24 2023-07-11 The Regents Of The University Of California Early ovarian cancer detection diagnostic test based on mRNA isoforms
TWI674261B (zh) 2017-02-17 2019-10-11 美商英能腫瘤免疫股份有限公司 Nlrp3 調節劑
CN118515666A (zh) 2017-04-27 2024-08-20 博笛生物科技有限公司 2-氨基-喹啉衍生物
KR20200019226A (ko) 2017-06-23 2020-02-21 버디 바이오파마슈티칼즈, 인크. 약학 조성물
FR3113287B1 (fr) 2020-08-07 2023-06-23 Phv Pharma Procédé industriel de synthèse de l’imiquimod à partir de la quinolèine-2,4-diol applicable à son utilisation pharmaceutique
US20230416244A1 (en) * 2020-12-09 2023-12-28 Wellstat Therapeutics Corporation Imidazoquinoline compound having anti-inflammatory, antifugal, antiparasitic, and anticancer activity

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3700674A (en) * 1969-04-30 1972-10-24 American Cyanamid Co 4-alkylamino-3-nitroquinolines
IL68495A0 (en) * 1982-05-03 1983-07-31 Lilly Co Eli 2-phenylimidazo(4,5-c)pyridines

Also Published As

Publication number Publication date
DK164452B (da) 1992-06-29
NO890824L (no) 1985-05-20
EP0310950A1 (en) 1989-04-12
KR900005657B1 (ko) 1990-08-03
DK135791D0 (da) 1991-07-16
IE842952L (en) 1985-05-18
NL980043I1 (nl) 1999-02-01
NO163819B (no) 1990-04-17
DE3481124D1 (de) 1990-03-01
NO890822L (no) 1985-05-20
NO165145B (no) 1990-09-24
NO165146B (no) 1990-09-24
DK135991D0 (da) 1991-07-16
NO169437C (no) 1992-06-24
NO163819C (no) 1990-08-01
DK136091A (da) 1991-07-16
NO169437B (no) 1992-03-16
NO1999015I1 (no) 1999-07-08
ES8603477A1 (es) 1985-12-16
DE3486043D1 (de) 1993-02-25
DE19975027I2 (de) 2000-09-21
DK164280C (da) 1992-11-30
IL84537A0 (en) 1988-04-29
NO890825L (no) 1985-05-20
DK164452C (da) 1992-11-09
AU3540284A (en) 1985-05-23
ATE49763T1 (de) 1990-02-15
NO165147B (no) 1990-09-24
JPS60123488A (ja) 1985-07-02
NO890824D0 (no) 1989-02-27
DK542684D0 (da) 1984-11-15
NO890826L (no) 1985-05-20
DK164451C (da) 1992-11-09
NO165147C (no) 1991-01-02
DK136191A (da) 1991-07-16
DK135791A (da) 1991-07-16
NO844565L (no) 1985-05-20
DK542684A (da) 1985-05-19
DK135891A (da) 1991-07-16
IL84537A (en) 1990-12-23
DK164280B (da) 1992-06-01
DK164455B (da) 1992-06-29
NO168705C (no) 1992-03-25
AU581190B2 (en) 1989-02-16
DK164451B (da) 1992-06-29
NO890826D0 (no) 1989-02-27
NO890822D0 (no) 1989-02-27
DK164455C (da) 1992-11-16
NO165146C (no) 1991-01-02
DK136191D0 (da) 1991-07-16
NL980041I1 (nl) 1999-02-01
NO890823D0 (no) 1989-02-27
DK169179B1 (da) 1994-09-05
AU2991189A (en) 1989-06-15
CA1271477A (en) 1990-07-10
EP0145340A3 (en) 1986-06-11
ES537677A0 (es) 1985-12-16
DK165921B (da) 1993-02-08
NO890823L (no) 1985-05-20
EP0145340A2 (en) 1985-06-19
DK136091D0 (da) 1991-07-16
DK135891D0 (da) 1991-07-16
DK165921C (da) 1993-06-28
NZ210228A (en) 1989-01-27
KR850003890A (ko) 1985-06-29
DK135991A (da) 1991-07-16
NL980041I2 (nl) 1999-07-01
NO890825D0 (no) 1989-02-27
PH22338A (en) 1988-08-12
IE57874B1 (en) 1993-05-05
DE3486043T2 (de) 1993-06-03
ATE84525T1 (de) 1993-01-15
EP0145340B1 (en) 1990-01-24
NO168705B (no) 1991-12-16
EP0310950B1 (en) 1993-01-13
NO165145C (no) 1991-01-02
AU611997B2 (en) 1991-06-27

Similar Documents

Publication Publication Date Title
JPH0586391B2 (enrdf_load_html_response)
US4698348A (en) 1H-imidazo[4,5-c]quinolines and their use as bronchodilating agents
US5744471A (en) Pyridazion quinoline compounds
EP0047005B1 (en) Benzoxazine derivatives
US4689338A (en) 1H-Imidazo[4,5-c]quinolin-4-amines and antiviral use
US5614532A (en) Quinolone derivatives
JPH0327380A (ja) １ｈ―イミダゾ〔４，５―ｃ〕キノリン―４―アミン類
JPH0395177A (ja) 新規キノロンカルボン酸誘導体
JPH06510299A (ja) １−置換　１Ｈ−イミダゾ（４，５−ｃ）キノリン−４−アミン，中間体及び医薬用組成物
JP2002513793A (ja) 新規ｎ−オキシド
US6737424B2 (en) Alpha-substituted pyridazino quinoline compounds
RU2162470C2 (ru) 2,7-замещенные производные октагидропирроло[1,2-а]пиразина, способ лечения, фармацевтическая композиция, промежуточные соединения
KR900003650B1 (ko) (1h-테트라졸-5-일)-2(1h)-퀴놀리논, 나프티리디논 및 그의 제조방법
JP2004526712A (ja) ６−フェニルベンゾナフチリジン
AU2114600A (en) Tetrahydroindazole derivatives as ligands for gaba-a alpha 5 receptors
KR930003611B1 (ko) 퀴놀론 카복실산 유도체의 제조방법
JPH04128288A (ja) キノロンカルボン酸誘導体及びその製造方法
EP0790996B1 (en) Pyridazinoquinoline compounds
EP0339406A1 (en) Quinoline-3-carboxylic acid derivatives, process for preparing the same, and composition exhibiting excellent antibacterial effect containing the same
JPS6325585B2 (enrdf_load_html_response)
KR100295148B1 (ko) 피리다지노퀴놀린 화합물
EP0210648A1 (en) 5-chloro-s-triazolo/4,3-a/pyridine-7-carboxylic acids
KR890000863B1 (ko) 퀴날딘 유도체
JPS6183172A (ja) ジベンゾ〔ｂ，ｆ〕〔１，５〕オキサゾシン誘導体及びその製造法並びにそれを有効成分とする医薬
JPH09504789A (ja) ５−ｈｔ１ａレセプターに対して親和性をもつ三環式化合物

Legal Events

Date Code Title Description
EXPY Cancellation because of completion of term